6323-99-5Relevant articles and documents
Synthesis and characterization of intermediate and transition-state analogue inhibitors of γ-gutamyl peptide ligases
Inoue, Makoto,Hiratake, Jun,Sakata, Kanzo
, p. 2248 - 2251 (2007/10/03)
The phosphonodifluoromethyl ketone and phosphonofluoridate derivatives of L-glutamic acid were synthesized and characterized as analogues of the γ-glutamyl phosphate intermediate and the tetrahedral transition state, respectively, for the inhibition of γ-
SYNTHESE D'ACIDES ω-AMINO-ω-CARBOXY-ALKYLPHOSPHONIQUES
Aboujaoude, E. Elia,Collignon, N.,Savignac, P.,Bensoam, J.
, p. 93 - 104 (2007/10/02)
ω-Amino ω-carboxyalkylphosphonic acids 1 synthesis is reviewed.For n = 4, 5, 6 a general, efficient and inexpensive synthesis is described; acetamido(ω-bromoalkyl)malonates 12 are prepared from commercial dibromoalkanes and acetamidomalonate using the phase transfer catalysis process, then condensed with triethylphosphite through an Arbuzov reaction.An acid hydrolysis followed by purification on Dowex gives aminophosphonic acids 1 (n = 4, 5, 6) with a 70percent overall yield.The lower acid 1 (n = 2) is obtained with an identical overall yield from acetamidomalonate and 2-haloethylphosphonate using also liquid-solid phase transfer catalysis.
PREPARATION D'ACIDES AMINOCARBOXY-ALKYLPHOSPHONIQUES OPTIQUEMENT ACTIFS
Villanueva, J. M.,Collignon, N.,Guy, A.,Savignac, Ph.
, p. 1299 - 1306 (2007/10/02)
In aqueous solution ω-formylalkylphosphonates in the presence of hydrogen cyanide and (S) (-) α-methylbenzylamine give optically active aminonitriles with an enantiomeric excess of 50percent.Phosphonic aminonitriles are submitted to acid hydrolysis, then esterified and debenzylated without any epimerization.The separation is performed either with the acid or with the ester.All the operations are monitored by NMR (1H, 13C, 31P) and whenever possible, by GC.
